This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/38
$1,199,999
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/38
Property Description
Located within the coveted town limits of Windermere, this completely updated four-bedroom, two-bath residence offers a rare combination of modern comfort, outdoor living, and the timeless character that defines one of Central Florida's most desirable towns. Set on a high and dry lot along one of Windermere's charming dirt roads, the home is surrounded by majestic oak trees and enjoys spectacular lake views across a very quiet street, creating a setting that feels both serene and enduring. From the moment you arrive, the sense of place is unmistakable. The canopy of mature oaks, lightly traveled roads, and peaceful surroundings evoke an authentic Old Florida charm that is increasingly difficult to replicate. The elevated lot not only enhances curb appeal but also provides excellent drainage and a natural vantage point to appreciate the picturesque lake views just beyond the property. Inside, the home has been thoughtfully and comprehensively updated to meet today's expectations for style, functionality, and ease of living. The floor plan is well balanced and inviting, offering comfortable living spaces that are filled with natural light. Windows and sightlines are positioned to draw in views of the surrounding landscape, creating a seamless connection between the indoors and the tranquil environment outside. The kitchen anchors the home with updated finishes, modern cabinetry, and quality appliances, making it equally suited for everyday living and entertaining. It opens naturally to the main living and dining areas, allowing for effortless flow and a sense of openness without sacrificing warmth or definition. Throughout the home, updates reflect a cohesive and timeless design approach, with neutral tones and materials selected for both durability and aesthetic appeal. All four bedrooms are generously sized, offering flexibility for family living, guests, or a dedicated home office. The primary suite serves as a private retreat, complete with an updated en-suite bath designed for comfort and functionality. The secondary bathroom has also been fully renovated, ensuring a consistent level of quality and finish throughout the home. One of the property's most compelling features is the expansive, fenced backyard, which provides privacy, space, and versatility rarely found within the town of Windermere. Whether for pets, play, or entertaining, the yard offers ample room to enjoy Florida's outdoor lifestyle. At its center is a beautiful new pool, creating a true backyard oasis. This thoughtfully designed outdoor space is ideal for relaxing afternoons, weekend gatherings, or evening swims under the shade of the surrounding oak trees. Across the quiet street, uninterrupted lake views provide a daily reminder of Windermere's unique appeal and proximity to the famed Butler Chain of Lakes. The setting is peaceful and scenic, yet the home remains conveniently close to top-rated schools, world-class golf, dining, shopping, and major roadways, allowing for easy access to the best of Central Florida. This property represents a rare opportunity to own a fully updated home in a quintessential Windermere setting-high and dry, surrounded by natural beauty, enhanced by a large fenced yard and a stunning new pool. For buyers seeking quality, character, and a lifestyle defined by both tranquility and convenience, this home stands apart as an exceptional offering.
Full Property Details
Full Property Details for 106 Butler St
General
- Price: $1,199,999
- Taxes: $9,233 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6369696
- Updated: 12/28/2025
- Added to Site: 19 day(s) ago
Rental Information
- Min. Lease: 7 Months
Interior
- Number of Rooms: 6
- Interior Features: Eating Space In Kitchen, Kitchen and Family Room Combination, Living Room/Dining Room Combo, Open Floorplan, Primary Bedroom Main Floor, Solid Wood Cabinets, Split Bedroom, Stone Counters
- Fireplace: Yes
- Fireplace(s): Family Room
- Appliances: Bar Fridge, Dishwasher
- Furnishings: Unfurnished
- Flooring: Luxury Vinyl
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Additional Information
- Pool: Yes
- Private Pool: Yes
- Pool Description: Gunite, In Ground, Lighting, Tile
Exterior
- Exterior Features: Garden, Irrigation System
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
Location
- Area: 34786 - Windermere
- County: Orange
- Development Name: 34786 - Windermere
- Subdivision: WINDERMERE TOWN
- Driving Directions: Main Steet Windermere to 1st ave, home is on corner of Butler and 1st
- Direction Faces: Northeast
School Information
- Elementary School: Windermere Elem
- Middle School: Gotha Middle
- High School: Olympia High
Community
- Community Name: 34786 - Windermere
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Septic Tank
- Water District: BUTLER CHAIN OF LAKES
- Water: Private, Well
- Utility Description: Cable Connected, Electricity Connected, Street Lights
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 2,058
- Sq. Ft. Source: Public Records
- Year Built: 1969
Lot Features
- Property View: Trees/Woods, Water
- Lot Size (Acres): 0.37
- Lot Size (Sq. Ft.): 16,010
- Lot Size: 16010
- Lot Dimensions: 160 x 100
- Frontage: Street Unpaved
- Street/Road Desc.: Unimproved, Dirt, Other
Water Features
- Water View: Yes
- Water Access: Yes
- Water Access Desc: Lake - Chain of Lakes
- Water Extras: Yes
- Water Front Name: BUTLER CHAIN OF LAKES
Financial Considerations
- Tax Amount: $9,233.71
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: PLAT OF WINDERMERE G/36 LOT 421 (LESS W7.5 FT)
- Flood Zone Info: X
- APN: 172328933604211
- Property ID: 172328933604211
- Block/Lot/Section: 4
Listed by Stockworth Realty Group
Get Pre-Approved Today
Schools
Schools serving 106 Butler St
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Windermere Elementary School 11125 Park Avenue, Windermere, FL 34786 | K-5 | 0.7 mi |
Gotha Middle School 9155 Gotha Road, Windermere, FL 34786 | 6-8 | 2.4 mi |
Olympia High School 4301 South Apopka Vineland Road, Orlando, FL 32835 | 9-12 | 2 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 106 Butler St
Date
Details
Price
Change
Source
12/28/2025
Listed
$1,199,999
167.26%
MLS
11/04/2019
Sold
$449,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 106 Butler St
Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,234
—
$584,932
4%
2024
$9,234
7%
$561,486
2%
2023
$8,647
23%
$548,692
40%
2021
$7,023
-5%
$390,999
-7%
2022
$7,398
5%
$420,685
13%
2021
$7,023
93%
$373,408
68%
2019
$3,644
2%
$222,604
2%
2018
$3,590
4%
$218,453
2%
2017
$3,444
—
$213,960
2%
2016
$3,441
-1%
$209,559
1%
2015
$3,493
4%
$208,102
1%
2014
$3,365
2%
$206,450
2%
2013
$3,290
—
$203,399
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 106 Butler St
106 Butler Street, Windermere, FL 34786 (MLS# O6369696) is a Single Family property with 4 bedrooms and 2 full bathrooms. 106 Butler Street is currently listed for $1,199,999 and was received on December 28, 2025. Want to learn more about 106 Butler Street? Do you have questions about finding other Single Family real estate for sale in Windermere? You can browse all Windermere real estate or contact a Coldwell Banker agent to request more information.

